Strategic Executive Administrative Assistant - Board & Ops

The Squires Group; Edgewater (MD); On-site; USD 45,000 - 55,000; Full time

Job summary

The Squires Group is seeking an exceptionally organized Executive Administrative Assistant for a full-time, onsite role in the Annapolis, Maryland area. You will support executive leadership confidentially, coordinate board activities, and manage facilities, purchasing, and daily operations.

This position emphasizes anticipating needs, handling priorities with confidence, and maintaining a professional, welcoming environment in a mission-driven setting.

Qualifications

• 2–4 years executive-level administrative support experience in education, nonprofit, or mission-driven environment.
• High school diploma or equivalent required; bachelor’s degree preferred.
• Proficiency in Google Workspace and Microsoft Office; experience with QuickBooks or similar financial software is a plus.

Responsibilities

• Manage executive calendars, correspondence, travel, meetings, and confidential information.
• Coordinate board meetings, materials, minutes, records, hospitality, and follow-up.
• Support strategic planning, accreditation, compliance reporting, and organizational deadlines.
• Coordinate facilities, maintenance vendors, rentals, purchasing, inventory, and supplies.
• Assist with expense tracking, reimbursements, deposits, transfers, and budget documentation.
• Plan major events, leadership meetings, family programs, and school-wide activities.
• Provide professional front-office support, including greeting visitors and managing calls and mail.
• Maintain organized records and collaborate across departments to support smooth daily operations.

Skills

Google Workspace

Microsoft Office

Calendar management

Communication

Discretion

Education

High school diploma or equivalent

Bachelor’s degree preferred

Tools

QuickBooks

Job description

The Squires Group is seeking an exceptionally organized Executive Administrative Assistant for a full-time, onsite role in the Annapolis, Maryland area. You will support executive leadership confidentially, coordinate board activities, and manage facilities, purchasing, and daily operations.

This position emphasizes anticipating needs, handling priorities with confidence, and maintaining a professional, welcoming environment in a mission-driven setting.